Jonathan Taylor Thomas was one of the biggest teen heartthrobs of the 1990s, but the former Home Improvement actor’s romantic life has long been a topic of curiosity, given how private he has kept it all these years.
Thomas has occasionally found himself at the center of dating speculation: from a childhood romance with Boy Meets World star Danielle Fishel to links with actresses Jessica Bowman and Nikki Hale. However, the biggest relationship story surrounding him came in 2007, when he was reported to be engaged to author Natalie Wright.
Jonathan Taylor Thomas’ Romances, From Danielle Fishel to Natalie Wright
Of the few confirmed relationships involving Thomas that made it to public forums, one was his childhood romance with Danielle Fishel. The actress, who played ‘Topanga Lawrence’ on Boy Meets World, revealed in 2022 that Thomas was her first boyfriend when she was around 12 years old. During a Q&A at the Pod Meets World podcast, Fishel revealed:
“After I already had the crush on Jonathan, and then yes, Jonathan was my first boyfriend, when I was like 12.”
Early on in his career, Thomas was also linked to Jessica Bowman, the actress known for her role on Dr. Quinn, Medicine Woman. However, little is publicly documented about the alleged romance, and neither star has extensively discussed it. Another name associated with Thomas was Nikki Hale. The two were photographed walking hand-in-hand in 1997, prompting speculation that they were a couple. They never publicly detailed their relationship, so it is unclear whether they dated, and if so, how long.
Thomas’ most publicly talked-about romance was with Natalie Wright. In 2007, the Home Improvement star was said to be dating Wright, an author, with reports claiming that the pair had become engaged. The news attracted attention because Thomas was already moving away from the Hollywood spotlight at the time.
The relationship apparently ended later that same year, but the two never publicly provided a detailed breakup timeline or explanation. Regarding what caused the split, there is no confirmed answer.
Natalie Wright has since built a career as a renowned science-fiction and fantasy author, including work in young adult fiction, most notably the Dragos Primeri series and the H.A.L.F. series. She has been married and is said to live with her husband and their cats in Arizona.
Why Jonathan Taylor Thomas walked away from Hollywood fame
Thomas became a household name as ‘Randy Taylor’ on Home Improvement and later voiced young ‘Simba’ in Disney’s The Lion King. Despite such widespread fame, he began stepping back from acting. In a 2013 interview with PEOPLE, Thomas explained that he had been working since childhood and wanted to experience life away from the entertainment industry. He said at the time:
“I’d been going nonstop since I was 8 years old. I wanted to go to school, to travel and have a bit of a break.”
He went on to study philosophy and history at Harvard, spent part of his college years at the University of St. Andrews in Scotland, and eventually graduated from Columbia University.
Thomas later returned to television occasionally, appearing on Tim Allen’s Last Man Standing between 2013 and 2015 and even taking on some directing work. His former Home Improvement costar Patricia Richardson said in 2024 that Thomas was not particularly interested in acting and rather wanted to focus on writing and directing.
Jonathan Taylor Thomas’ recent arrest
Thomas is now back in headlines following his recent detention in California. On September 21, 2026, he was a passenger in a vehicle stopped in Westlake Village during an investigation involving the driver. According to law enforcement accounts reported by PEOPLE, deputies were investigating the driver for a possible DUI when Thomas allegedly got out of the vehicle despite being told to remain inside.
Authorities said Thomas appeared intoxicated, failed to follow instructions, and interfered with the investigation. He was subsequently arrested on suspicion of obstruction and public intoxication.
Law enforcement also alleged that Thomas kicked a Los Angeles County Sheriff’s deputy in the stomach during the encounter. He was booked at the Malibu/Lost Hills Sheriff’s Station and released roughly 34 hours later. At the time of the latest reports, prosecutors had not filed formal criminal charges against him.
Thomas has rarely discussed his relationships publicly, so details about his love life remain limited, with much of what is known coming from entertainment reports rather than the actor himself.
Images: social media
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